Carl jacob oechsliw



latcnted Jan. 2, i923.

UNITED STATES PATENT OFHCE.

CARL JACOB OECHSLIN, 0T5 ABLON, FRANCE.

PROCESS FOR THE No Drawing.

Application filed April f5, 1921.

MANUFACTURE.OF TYIQING A151) B155 P. BEONOALKYL (CH3, 6235315, C5,H11,

ETC, CHZlCOQH) ADIINOIPHENYLilE-SENIC ACIDS.

Serial No. 458,056.

(GRANTED UNDER THE PRGVISIONS OF THE ACT OI MARCH 3, 1921, 41 STAT. L., 1313.)

1 0 all whom it may concern:

Be it known that l, CARL JACOB OECHS- LIN, a citizen or the Swiss Confederation, residing at Ahlon, in the Republic of France, have invented certain new and useful improvements in Processes for the Manufacture of Mono and Bis p. Monoalkyl (CH (1 1-1 (I l-I Etc, CH CO H) Aminophenylarsenic Acids (for which it have made application in France Oct. 9, 1913., Patent No. 4753,7042), of which the following is an exact and complete description.

Michaelis' and Rabinerson (A. 270,141.) have prepared p. dimethylamino or diethylaminophenylarsenic acids by the action oi. arsenic tii'ichloride upon the corresponding base and by oxidation oi the reaction product It has been found that this reaction is also .itable for monoalkylated anilines in Which allryl answers to theformula: CH (Ll-l C l-1 etc, especially if pyridine is added to the mixture of the two substances. At the same time. with the monophenyl derivatives l ll AsC lLNl-lPt, diphenyl derivatives .O ihstfl l l hlldltb are obtained in more or less large quantities, according to the temperature at which the mixture is treated. The products prepared according to this method are partly novel; for others, for instance phenylglycinarsenic acid theprocess provides an easy economical method of preparation.

Eaeample.163 gr. of ainylaniline mixed with at least 79 of dry pyridin, are added to 180 gr. oi? arsenic trichlorit e. The mixture is heated for one or we hours at 106-108 C. in the case of amylamidophenylarsenic acid, or to 115l20 C. in the case of bis-amylamidophenylarsenic acid. The reaction product is poured into 400 cc.

dissolved in a very little quantity of pure alcohol and ether is added. The monophenyl acid precipitates into a crystalline hulk; recrystallized in hot Water, White flakes are obtained. It decomposes at about 1? O C. without me ting; it is very little soluble in water, but is soluble in alcohol, as Well as in acids and alkalis. The di-phenyl acid remains in the mother liquor. It is very soluble in alcohol, insoluble in Water, but soluble in acids and allzalis.

It has been possible to separate, in the same manner, the methyl and ethylamidophenylarsenic acids, phenylglycinarsenic acid (by starting from a phenylglycine ester and by saponifying the reaction product) and the corresponding diphenyl acids.

laving now particularly described and ascertained the nature of my invention and in What manner the same is to be performed, 1 claim:

A process for obtaining monoand his- Inonoalkylamidophenylarsenic acids by the action of arsenic trichloride upon the corresponding base, in the presence of pyridine at 100-120 C. and by oxidizing; the reaction product.

In Witness whereof I have hereunto signed my name.

CARL JACOB OECHSLIN. 

